Morpholine → (5-hydroxy-1H-indol-2-yl)-morpholin-4-yl-methanone

HRID 132825

Reaction equation

HRID 132825 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7](CC(F)(F)F)[C:6]([C:16]([N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)=[O:17])=[CH:5]2.OC1C=C2C(=CC=1)NC(C(O)=O)=C2.N1CCOCC1>>[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:16]([N:18]1[CH2:19][CH2:20][O:21][CH2:22][CH2:23]1)=[O:17])=[CH:5]2

Participants

4

Reactant 3

HCID 8083MorpholineHCID 889585-Hydroxyindole-2-carboxylic acidHCID 67527268[5-Hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-morpholin-4-yl-methanone

Product 1

HCID 44185244(5-hydroxy-1H-indol-2-yl)-morpholin-4-yl-methanone

Procedure

In analogy to the procedure described for the synthesis of intermediate 1, step 4, the title compound was synthesized from 5-hydroxy-1H-indole-2-carboxylic acid (purchased at Fluka, Ref 55355) and morpholine. The desired product was obtained in 86% yield as white solid. MS (m/e): 493.1 (2M+, 100%).

Sources & evidence

ORD record
ord-3d1545c0174344af888da1f2167d0abb
Source dataset
uspto-grants-2008_06
Patent number
US07388095B2

Linked notes

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